Pinky has a much-loathed stepmother. The stepmother is six years older than Pinky, which would make her no older than 21 or 22 (Pinky is stated to be not 16 yet). She also sometimes wears Pinky's clothing, which Pinky hates. It's strongly implied that she's a trophy wife for Pinky's rich father.

Not much else is mentioned about Pinky's father, but it's known he spoils her horribly. Pinky thinks nothing of spending his money, and Chad claims that he bought her an entire ice cream factory.

Mr. Harrington, Derby Harrington's father, is the largest benefactor of Bullworth Academy, and the building which is exclusive to Preppies, Harrington House, was apparently built with his donations. For unknown reasons he dislikes Dr. Slawter, and has the pull to keep Dr. Crabblesnitch from granting Slawter tenure. His fortune may have come from the oil business, as signs for Harrington Oil can be seen at the go-kart track. Dr. Crabblesnitch's free roam dialogue indicates that Mr. Harrington spends quite a bit of time buttering him up in order to get preferential treatment for Derby and the other Preppies.

During the Scholarship Edition exclusive mission Rudy the Red Nosed Santa, Gloria complains that her sister Livvy doesn't have to sit on Santa's lap. It's unclear whether Livvy is older or younger than Gloria, but somewhat more likely that she's younger.

Because this line was spoken during a mission where Gloria was one of the Generic Kids and thus out-of-character, whether Livvy should be counted as a canon character is questionable.

Little is known about Parker's sister as Parker speaks of her only in passing. Parker claims that their father is going to put her into his will. The knowledge that she has not yet been written into her father's will implies that she may be significantly younger than her brother. She may also be a recently acquired stepsister.

It can be speculated that Gary's father is the son of Mr. Smith, one of the residents of Old Bullworth Vale. Mr. Smith, Jr. inherited his father's business empire, but has been doing a terrible job running it and is causing it to lose money. This along with allegations that he was kicked out of Bullworth Academy and went to prison, would be cause for his father's complaints about the state of his family.

The marriage of a washout son of a rich man who marries a girl from the wrong side of the tracks would not be unlikely to produce a son like Gary.

Tad's father is a self-made man who is violently abusive towards his family. Unlike the fathers of most of the Preppies he isn't old money. He made his fortune through a shipping company he runs out of Blue Skies Industrial Park called Spencer Shipping.

Tad's mother is old-money. She is said to show the signs of Preppy inbreeding. She apparently is an art collector, owning a Mapplethorpe photograph and a Kostabi.

Tad also has an older brother with no chin who is enrolled in an asylum, possibly the Happy Volts Asylum.

Davis has an older cousin who bullied him badly when he was younger. The cousin used to make him eat June bugs. He says that if it weren't for his cousin he'd be normal and wouldn't suffer from emotional problems.

A girl with dark brown hair in fluffy pigtails who appears on some posters hanging inside the Aquaberry Outlet. She's also apparently the centerfold that Earnest Jones was vocally fantasizing over in the mission The Big Game. She is originally from Ohio. A popular fan theory is that she is Pinky's stepmother, but there is no canonical information supporting this.

A boy with bright blond hair in a Bullworth hooded sweatshirt appears in the game loading screen, having his ear pinched by Mrs. Peabody. This may be Trent Northwick, although Trent is never seen wearing this outfit.

On the back of the manual and in the game loading screen, there is art of a black boy getting served a meal by Edna. The boy is wearing an astronomy vest like the nerds, but he doesn't wear glasses or have bad posture.

A boy who looks to be late middle school aged appears in the artwork, trying to look around Mr. Burton's back at some men's magazines that Burton has confiscated. His hair is red, roughly the same shade as Wade's, and he wears an Astronomy Club sweater and a bowtie.

Osbourne, the town bum and ex-Bullworth Bullhorns star, married a cheerleader. She has grown immensely fat since then, and according to Osbourne, "couldn't wear her old cheerleading skirt as a garter". He spends a lot of time complaining about her weight gain.